Claude Code Insights

1,126 messages across 116 sessions (133 total) | 2025-12-28 to 2026-02-16

At a Glance

What's working: You've built an impressive phased development rhythm — scoping large multi-file changes, implementing them, deploying, and documenting all in single sessions across KinFolkConnect, the Widget SDK, and your AI Redesign Studio. Your use of TODO.md and context files as living project management artifacts lets you drive complex full-stack work (wiring up Stripe, Twilio, Supabase, Cloudflare) end-to-end with real validation like live SMS sends and checkout simulations. Impressive Things You Did →

What's hindering you: On Claude's side, it repeatedly acts on the wrong target — deleting the wrong GCP projects, using wrong service accounts, suggesting prod URLs when you mean dev — because it's guessing at environment context instead of knowing it. On your side, your widest-ranging sessions (CSS + Stripe + mobile nav + coupons in one go) and not telling Claude what to avoid upfront correlate strongly with wrong approaches and partial outcomes; Claude also frequently ships buggy or incomplete work that you have to catch across multiple correction rounds. Where Things Go Wrong →

Quick wins to try: Set up a CLAUDE.md with explicit environment mappings (which GCP projects are personal vs. org, dev vs. prod Supabase URLs, active API keys) so Claude stops guessing at targets — this alone would prevent a large class of your friction. Try creating custom slash commands (/deploy-and-validate, /phase-complete) for your repeating end-of-phase workflows like commit, push, update TODO, and plan next phase. Features to Try →

Ambitious workflows: As models get more capable, expect Claude to run test-driven implementation loops autonomously — writing tests first, coding against them, and iterating until green before you ever review, which would eliminate the buggy-code correction cycles you hit with tour crashes and dashboard layout issues. Also prepare for multi-session project continuity where Claude audits your context files against actual codebase state at session start, so you never again lose time to misunderstood prior decisions or short continuation sessions that go nowhere. On the Horizon →

1,126

Messages

+103,594/-4,039

Lines

901

Files

Days

43.3

Msgs/Day

What You Work On

KinFolkConnect Platform Development ~20 sessions

A multi-phase full-stack application build for a family connectivity platform, progressing through Firebase integration, Communication & SMS (Phase 2), heritage UI wiring, demo stability, guided tours, seeded accounts, and production deployment. Claude Code was used extensively for implementing features across 16+ files per phase, wiring up Firebase/Stripe/Twilio/Resend services, debugging tour crashes, deploying to Cloudflare, and generating comprehensive business plans and startup cost analyses. This was the primary project consuming the most sessions with high satisfaction ratings.

AI Redesign Studio ~7 sessions

Development and deployment of an AI-powered Redesign Studio featuring CSS filter recoloring, Gemini logo regeneration, performance/security scoring with dashboard integration, and a comparison page with identity narrative. Claude Code handled Cloudflare deployment, debugging quota-exhausted Gemini API keys, implementing multi-phase UI polish plans, and planning projected-score and export features. Sessions involved significant planning work alongside implementation.

Widget SDK Implementation ~6 sessions

A phased Widget SDK build progressing from Phase 1 foundation (9 new files, 1258 lines, 35 tests) through Phase 3 (config UI, embed code, domain allowlist, 26 tests) and into Phase 5 planning. Claude Code was used to implement each phase with full test suites, commit and push to GitHub, and draft detailed plans for subsequent phases. Test failures around clipboard mocks and iframe handling required iterative debugging.

Infrastructure & Supabase Migration ~8 sessions

Infrastructure work spanning Firebase-to-Supabase migration (including Cloud Functions conversion), dynamic IP resolution replacing hardcoded IPs, Supabase SSR upgrades with Google Workspace SSO, GCP resource cleanup, and Cloudflare Pages setup. Claude Code explored codebases, implemented migration phases across multiple files, resolved configuration issues around Supabase URLs and OAuth callbacks, and managed documentation updates — though a GCP cleanup session went wrong when the wrong projects were deleted.

Splunk & Home Lab Monitoring ~6 sessions

Setting up and managing Splunk monitoring infrastructure including dashboard creation, ThinkPad monitoring metrics, Splunk Mobile/Edge Hub configuration, SSL cert fixes, OTI app installation, Netgear syslog monitoring, and planning migration of cloud Splunk to local Docker on a ThinkPad. Claude Code struggled with dashboard layout bugs caused by per-tab globalInputs in Dashboard Studio, SSH access limitations to remote machines, and Splunk Mobile vs Edge Hub confusion, resulting in more partially-achieved outcomes than other areas.

What You Wanted

Git Operations

Documentation Update

Bug Fix

Feature Implementation

Deployment

Infrastructure Setup

Top Tools Used

Bash

3256

Read

1414

Edit

1110

Write

521

TaskUpdate

418

Glob

229

Languages

TypeScript

1167

Markdown

868

JSON

180

HTML

152

JavaScript

Shell

Session Types

Multi Task

Single Task

Iterative Refinement

Exploration

How You Use Claude Code

You are a prolific, plan-driven builder who uses Claude Code as a full-stack development partner across an ambitious multi-project portfolio. Over 116 sessions spanning roughly 7 weeks, you've driven an impressive 243 commits across projects like KinFolkConnect, a Widget SDK, an AI Redesign Studio, Splunk infrastructure, and Cloudflare deployments — all primarily in TypeScript and Markdown. Your workflow follows a distinctive phased execution pattern: you break large initiatives into numbered phases (Phase 1 through Phase 6+), have Claude plan each phase in detail, approve the plan, then let Claude execute autonomously across multi-file changes. You heavily leverage Claude's ability to orchestrate complex operations — the 3,256 Bash calls and 215 TaskCreate invocations show you're delegating entire workflows including builds, deployments, git operations, documentation updates, and even sub-agent coordination. You clearly trust Claude to run with minimal interruption once a plan is approved.

That said, you're not hands-off when things go wrong. The friction data reveals a recurring pattern where Claude takes a wrong approach (22 instances) or misunderstands your request (14 instances), and you step in decisively to correct course — like when Claude deleted the wrong GCP projects, misspelled family names, or gave outdated Stripe UI instructions. You tend to catch errors that Claude misses, such as mobile nav bugs or incorrect service accounts, and you redirect firmly but constructively. Your sessions often pack in remarkably diverse tasks in a single sitting — one session covered tour UX enhancements, a feedback widget, family service agreements, SMS testing, startup cost analysis, and README updates all at once. You treat Claude like a capable but occasionally careless junior engineer: you set the vision and architecture, approve plans before execution, and review outputs with a critical eye, especially around accuracy in documentation and real-world service integrations (Stripe, Twilio, Firebase, Supabase). Your 628 hours of session time with only 1,126 messages suggests you're running long autonomous sessions where Claude works extensively between your prompts, which aligns with your task-delegation style.

Key pattern: You operate as an architect-executor who decomposes ambitious multi-phase projects into detailed plans, delegates large autonomous workstreams to Claude, and intervenes sharply when Claude takes wrong approaches or misunderstands context.

User Response Time Distribution

2-10s

10-30s

142

30s-1m

169

1-2m

138

2-5m

170

5-15m

131

>15m

Median: 91.0s • Average: 279.1s

Multi-Clauding (Parallel Sessions)

Overlap Events

Sessions Involved

18%

Of Messages

You run multiple Claude Code sessions simultaneously. Multi-clauding is detected when sessions overlap in time, suggesting parallel workflows.

User Messages by Time of Day

Morning (6-12)

Afternoon (12-18)

314

Evening (18-24)

401

Night (0-6)

349

Tool Errors Encountered

Command Failed

313

Other

116

User Rejected

File Not Found

File Too Large

Edit Failed

Impressive Things You Did

Over 116 sessions and 628 hours, you've been running an ambitious, multi-phase product development operation across several projects, leveraging Claude Code as a deeply integrated engineering partner.

Multi-Phase Product Build Pipeline

You've structured your KinFolkConnect development into clearly defined phases — from Firebase integration to Supabase migration, Widget SDK implementation, and Cloud Functions conversion — executing each phase methodically with planning, implementation, testing, commits, and documentation updates all within single sessions. This disciplined approach, combined with your use of TODO.md and context files as living project management artifacts, has let you ship an extraordinary amount of work across 243 commits.

Full-Stack Deployment Orchestration

You consistently drive end-to-end deployment workflows that span multiple services — wiring up Firebase, Stripe, Twilio, Resend, Cloudflare, and Supabase in production — and then immediately validate with live testing like real SMS sends and Stripe checkout simulations. Your ability to context-switch between infrastructure configuration, API key management, and application-level debugging in a single session is remarkably efficient.

Comprehensive Multi-File Refactoring Sessions

You regularly tackle sweeping cross-cutting changes — like a 16-file mobile support overhaul, dynamic IP resolution across 7+ files, or Widget SDK phases spanning 9+ new files with 35 passing tests — and drive them to completion with deployment and documentation in one session. Your 36 successful multi-file change sessions show you've mastered the art of scoping large refactors and guiding Claude through them systematically.

What Helped Most (Claude's Capabilities)

Multi-file Changes

Proactive Help

Good Debugging

Correct Code Edits

Outcomes

Partially Achieved

Mostly Achieved

Fully Achieved

Where Things Go Wrong

Your sessions frequently suffer from Claude taking wrong approaches or misunderstanding your requests, leading to wasted cycles on corrections and rework across your multi-service infrastructure projects.

Misunderstanding Context and Taking Wrong Actions

Claude repeatedly misinterprets which resources, accounts, or environments you're referring to, leading to actions on the wrong targets. You could mitigate this by setting up a CLAUDE.md with explicit environment mappings (e.g., which GCP projects are personal vs. org, which Supabase URLs map to dev vs. prod) so Claude has persistent context.

Claude deleted your org GCP projects instead of your personal account projects because it misunderstood which ones you wanted removed, requiring a recovery plan
Claude suggested production Supabase URLs when you wanted thinkpad dev configuration, and used 0.0.0.0 instead of the actual host IP for OAuth callbacks, breaking your local SSO flow

Shipping Buggy or Incomplete Implementations That Need Rework

Claude frequently delivers code with bugs, misspellings, or incomplete features that you then have to catch and correct, sometimes across multiple rounds. You could reduce this by asking Claude to run validation checks before committing and by being explicit about acceptance criteria upfront.

The Joyride guided tour had a step-advancement bug, and after fixing it still crashed and locked the page — ultimately the entire approach proved insufficient and required replanning a custom auto-pilot system
Claude misspelled family names (Marsh-Settle instead of Marsh-Suttle, Jones-Blunt instead of Jones-Blount) in demo data, and dashboard subagents produced tabbed layouts with per-tab globalInputs that broke Dashboard Studio v1.23.5, requiring extensive iterative debugging

Overcomplicating or Misguiding on External Service Configuration

When working with external services like Stripe, GCP, Splunk, and Firebase, Claude frequently provides outdated instructions, uses wrong credentials, or makes incorrect assumptions about your setup. You could help by pasting current screenshots or CLI output of your service dashboards so Claude works from actual state rather than assumptions.

Claude gave outdated Stripe webhook UI instructions that didn't match your actual dashboard, used the wrong GCP service account until you corrected it, and deployed with a quota-exhausted Gemini API key causing user-facing 'analysis error'
SSL config changes broke Splunkbase connectivity, the OTI app install failed multiple times due to auth/SSL issues, and Splunk Mobile vs Edge Hub confusion led to extended troubleshooting without resolution

Primary Friction Types

Wrong Approach

Buggy Code

Misunderstood Request

Process Crashed Repeatedly

External Dependency Issues

Tool Limitation

Inferred Satisfaction (model-estimated)

Frustrated

Dissatisfied

Likely Satisfied

116

Satisfied

Happy

Existing CC Features to Try

Suggested CLAUDE.md Additions

Just copy this into Claude Code to add it to your CLAUDE.md.

When I ask to deploy or push, always complete the full cycle: build → deploy → verify the live URL → commit → push → update TODO.md and any relevant docs. Don't stop at 'deployed' without verification.

Across many sessions, Claude completed deployment but left docs/TODO out of sync or skipped live verification, causing the user to circle back for cleanup.

Before deleting, modifying, or decommissioning any cloud resources (GCP projects, Cloudflare sites, Supabase instances, etc.), explicitly list what will be affected and ask for confirmation. Never assume which resources the user wants removed.

A destructive GCP deletion went wrong because Claude misunderstood which projects to delete — this kind of error must never repeat.

This is primarily a TypeScript project ecosystem. Use TypeScript for all new code unless explicitly told otherwise. Ensure strict types — no `any` unless unavoidable. Run `tsc --noEmit` or the project's type-check command after edits to TypeScript files.

TypeScript dominates the codebase (1167 file touches) and type errors surfaced in multiple sessions; codifying this prevents Claude from writing loose JS or skipping type checks.

When working with Supabase, always check `.env` or config files for the current environment target (thinkpad dev vs production) before making URL or connection changes. Never assume production URLs in a dev context or vice versa.

Claude repeatedly confused dev/prod Supabase URLs and used wrong service accounts, requiring user corrections across multiple sessions.

After completing a plan or implementation phase, always update TODO.md to reflect current status, mark completed items, and note what's next. Also update any MCP context files and README if the project structure changed.

Multiple sessions were dedicated entirely to catching up on doc/TODO updates that should have been done inline — the user repeatedly had to ask for this.

When I describe a bug or UI issue, reproduce my exact complaint before proposing a fix. Don't assume you understand the problem — re-read the relevant code and confirm the root cause matches what I described.

The top friction category was 'wrong_approach' (22 instances) and 'misunderstood_request' (14 instances), often from Claude jumping to a fix before understanding the actual problem.

Just copy this into Claude Code and it'll set it up for you.

Custom Skills

Reusable prompts that run with a single /command for repetitive workflows.

Why for you: You have a very consistent end-of-session ritual (commit, push, update TODO.md, update MCP context, update README) that you repeat across almost every session. A /wrapup skill would eliminate the need to ask for this every time. Similarly, your multi-phase planning pattern (research → plan → approve → implement → deploy → document) could be a /phase-start skill.

mkdir -p .claude/skills/wrapup && cat > .claude/skills/wrapup/SKILL.md << 'EOF'
# Session Wrapup
1. Stage and commit all pending changes with descriptive messages
2. Push to remote
3. Update TODO.md to reflect current status
4. Update any MCP context files if project structure changed
5. Update README if significant features were added
6. Report summary of what was committed and pushed
EOF

Hooks

Shell commands that auto-run at specific lifecycle events like after edits.

Why for you: With 1110 Edit and 521 Write tool calls across TypeScript-heavy projects, and multiple sessions hitting type errors or buggy code (16 instances), an automatic `tsc --noEmit` check after TypeScript file edits would catch errors immediately rather than at deploy time.

// Add to .claude/settings.json
{
  "hooks": {
    "afterEdit": {
      "command": "npx tsc --noEmit 2>&1 | head -20",
      "filePattern": "**/*.ts,**/*.tsx"
    }
  }
}

MCP Servers

Connect Claude to external tools and APIs via Model Context Protocol.

Why for you: You're already using MCP context files and Firestore MCP (with friction). Connecting a GitHub MCP server would streamline your heavy git_operations (top goal, 13 sessions) — PR creation, issue tracking, and repo management without raw CLI. A Supabase MCP server would prevent the recurring environment confusion.

claude mcp add github -- npx -y @modelcontextprotocol/server-github
claude mcp add supabase -- npx -y @supabase/mcp-server --supabase-url $SUPABASE_URL --supabase-key $SUPABASE_SERVICE_KEY

New Ways to Use Claude Code

Just copy this into Claude Code and it'll walk you through it.

Break mega-sessions into focused units

Your wide-ranging sessions (CSS + logo + Stripe + mobile nav + coupons in one session) correlate with more friction and partial outcomes.

Sessions covering 5+ unrelated concerns had higher rates of 'wrong_approach' friction because context got muddled. Your most successful sessions (Widget SDK phases, Firebase-to-Supabase migration phases) were tightly scoped to one domain. Try limiting sessions to 1-2 related goals. When you finish one concern, start a new session for the next — Claude Code carries context through your docs anyway.

Paste into Claude Code:

Let's focus this session on ONE thing: [specific goal]. Don't start any other work until this is fully deployed, tested, and documented. Then we'll wrap up.

Front-load the constraint, not just the goal

Tell Claude what NOT to do upfront to prevent the 'wrong_approach' pattern that hit 22 times.

Many friction events came from Claude overcomplicating (Flask background task approach, Joyride for demos, incorrect Supabase URLs). Your best sessions were ones where you gave explicit constraints ('use nohup', 'dev environment not prod'). Adding 1-2 constraint sentences to your initial prompt dramatically reduces correction cycles and saves the back-and-forth that ate time in 22 sessions.

Paste into Claude Code:

Implement [feature]. Constraints: use the thinkpad dev environment (not production), keep it simple (no new libraries unless absolutely necessary), and verify it works before committing. If you're unsure about the approach, outline options before coding.

Use planning mode for exploration, then start fresh for implementation

Several sessions ended with 'plan created but not implemented' — separate planning from execution for better outcomes.

At least 8 sessions ended at the planning stage with no implementation started. This is fine for complex work, but the pattern suggests planning sessions consume significant context window. When a plan is approved, start a clean session referencing the plan file. This gives Claude full context budget for implementation rather than carrying all the exploration history. Your Widget SDK phases succeeded precisely because each phase was a clean session executing a pre-written plan.

Paste into Claude Code:

Read the plan in TODO.md (or docs/plans/[phase].md). Implement Phase [N] exactly as specified. After each major step, verify it works. When done, update TODO.md and plan the next phase in a separate doc.

On the Horizon

Your 116 sessions over 628 hours reveal a power user building full-stack platforms end-to-end with Claude, but friction patterns around wrong approaches (22 incidents) and buggy code (16 incidents) point to massive gains from autonomous validation loops and parallel agent orchestration.

Test-Driven Autonomous Implementation Loops

Your data shows 36 successful multi-file changes but 16 buggy code incidents and 22 wrong-approach friction events — many of which could be caught before you ever see them. Claude can write tests first, implement against them, and iterate autonomously until all tests pass, dramatically reducing the back-and-forth correction cycles you experienced with tour crashes, dashboard layout bugs, and TypeScript type errors.

Getting started: Use Claude Code's sub-agent TaskCreate/TaskUpdate workflow (you already have 215 TaskCreate calls) to spin up a dedicated test-writing agent before implementation begins, then have the implementation agent run tests after every change.

Paste into Claude Code:

I need you to implement [FEATURE] using a strict test-driven workflow. Phase 1: Analyze the existing codebase patterns and create a comprehensive test file covering all edge cases, error states, and integration points — run the tests to confirm they fail appropriately. Phase 2: Implement the feature iterating against those tests — after each significant code change, run the full test suite and fix any failures before proceeding. Phase 3: Run the complete project build and any related test suites to catch regressions. Do not ask me for feedback until all tests pass and the build succeeds. If you hit an approach that fails tests 3 times, stop, reassess your architecture, and try a fundamentally different approach rather than patching.

Parallel Agent Pipeline for Deploy-and-Validate

You have 7 deployment sessions and repeated friction with API keys, wrong environments, mismatched Stripe accounts, and quota-exhausted services — issues that surface only after deployment. Claude can orchestrate parallel sub-agents where one handles deployment while another simultaneously validates endpoints, checks API key quotas, verifies SSL certs, and confirms environment variable correctness, catching the exact class of post-deploy surprises that plagued your Cloudflare, Firebase, and Stripe integrations.

Getting started: Leverage Claude's TaskCreate to spawn parallel validation agents alongside your deployment agent — one agent deploys while others probe health endpoints, test API responses, and verify environment configs against your documented requirements.

Paste into Claude Code:

I'm deploying [SERVICE] to [ENVIRONMENT]. Run this as a parallel agent pipeline: Agent 1 (Deploy): Execute the deployment steps — build, push, configure environment variables, and deploy. Agent 2 (Validate): As soon as deployment begins, start checking: (a) all API keys are valid and have remaining quota by making lightweight test calls, (b) environment variables match what's documented in our project docs, (c) SSL/TLS endpoints respond correctly, (d) OAuth callback URLs point to the correct host for this environment (not localhost, not wrong IP). Agent 3 (Smoke Test): Once deploy completes, run end-to-end smoke tests — hit every public endpoint, verify response codes, test one authenticated flow, and confirm any third-party integrations (Stripe, Twilio, etc.) are connected to the correct account (test vs production). Report all three agents' results together. If validation or smoke tests fail, diagnose and fix before telling me it's done.

Context-Aware Multi-Session Project Continuity

Across your 116 sessions you have recurring patterns of session handoff friction — short continuation sessions with minimal progress, misunderstandings about prior decisions (like the Supabase SSR dependency being flagged as dead), and wrong-approach starts because context from previous sessions was lost. Claude can autonomously audit your project memory files, reconcile TODO state with actual codebase state, and build a verified execution plan before writing a single line of code, eliminating the 14 misunderstood-request incidents that cost you hours.

Getting started: Structure your session starts with an autonomous context reconciliation step that uses your existing MCP context files, TODO.md, and git log to build a verified ground-truth before any implementation begins.

Paste into Claude Code:

Before doing anything else, run a full context reconciliation: (1) Read TODO.md, all MCP context files, and the last 10 git commits with diffs. (2) For every in-progress item in TODO, verify its actual state by checking the codebase — flag any items marked incomplete that are actually done, or marked complete that have broken/missing code. (3) Read any plan files from recent sessions and check if their assumptions still hold (correct file paths, dependencies still installed, API keys still valid, environment URLs still accurate). (4) Produce a 'Session Ground Truth' summary: what's actually done, what's actually broken, what's actually next, and any stale references in our docs. (5) Only after I confirm the ground truth is accurate, propose the implementation plan for today's work. Do not skip this — our last several sessions had friction from stale context.

"Claude accidentally deleted the wrong GCP projects — nuking the new org projects instead of the personal ones the user wanted removed"

During a cleanup session, the user asked Claude to delete their personal GCP resources. Claude misunderstood which projects to target and ended up deleting the organization's new projects instead. To make it worse, Claude had initially tried to talk the user out of deleting anything at all. The session ended with a recovery plan documented in the TODO.